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[(1R,3R,4aR,4bS,10aS,12aS)-3-(2-acetyloxy-5-oxo-2H-furan-3-yl)-4b,7,7,10a-tetramethyl-1,3,4,4a,5,6,6a,8,9,10,10b,11,12,12a-tetradecahydronaphtho[2,1-f]isochromen-1-yl] acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 89b7ad0b-5e5c-4313-a8d1-5ed51326a6ca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,3R,4aR,4bS,10aS,12aS)-3-(2-acetyloxy-5-oxo-2H-furan-3-yl)-4b,7,7,10a-tetramethyl-1,3,4,4a,5,6,6a,8,9,10,10b,11,12,12a-tetradecahydronaphtho[2,1-f]isochromen-1-yl] acetate
SMILES (Canonical) CC(=O)OC1C2CCC3C4(CCCC(C4CCC3(C2CC(O1)C5=CC(=O)OC5OC(=O)C)C)(C)C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]2CCC3[C@]([C@@H]2C[C@@H](O1)C4=CC(=O)OC4OC(=O)C)(CCC5[C@@]3(CCCC5(C)C)C)C
InChI InChI=1S/C29H42O7/c1-16(30)33-25-18-8-9-23-28(5,13-10-22-27(3,4)11-7-12-29(22,23)6)20(18)15-21(35-25)19-14-24(32)36-26(19)34-17(2)31/h14,18,20-23,25-26H,7-13,15H2,1-6H3/t18-,20+,21+,22?,23?,25-,26?,28-,29-/m0/s1
InChI Key MZXCAKUNUVJPJS-RYYLEPEISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H42O7
Molecular Weight 502.60 g/mol
Exact Mass 502.29305367 g/mol
Topological Polar Surface Area (TPSA) 88.10 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.31
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,4aR,4bS,10aS,12aS)-3-(2-acetyloxy-5-oxo-2H-furan-3-yl)-4b,7,7,10a-tetramethyl-1,3,4,4a,5,6,6a,8,9,10,10b,11,12,12a-tetradecahydronaphtho[2,1-f]isochromen-1-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 - 0.7500 75.00%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8322 83.22%
OATP2B1 inhibitior - 0.8633 86.33%
OATP1B1 inhibitior + 0.8254 82.54%
OATP1B3 inhibitior - 0.5168 51.68%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9743 97.43%
P-glycoprotein inhibitior + 0.8027 80.27%
P-glycoprotein substrate - 0.7729 77.29%
CYP3A4 substrate + 0.7171 71.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9004 90.04%
CYP3A4 inhibition - 0.5467 54.67%
CYP2C9 inhibition - 0.8435 84.35%
CYP2C19 inhibition - 0.8384 83.84%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.8275 82.75%
CYP2C8 inhibition + 0.4530 45.30%
CYP inhibitory promiscuity - 0.8007 80.07%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5535 55.35%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8700 87.00%
Skin irritation - 0.5780 57.80%
Skin corrosion - 0.8728 87.28%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7680 76.80%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6362 63.62%
skin sensitisation - 0.7881 78.81%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5243 52.43%
Acute Oral Toxicity (c) I 0.4109 41.09%
Estrogen receptor binding + 0.8463 84.63%
Androgen receptor binding + 0.6855 68.55%
Thyroid receptor binding + 0.5407 54.07%
Glucocorticoid receptor binding + 0.8371 83.71%
Aromatase binding + 0.7586 75.86%
PPAR gamma + 0.7220 72.20%
Honey bee toxicity - 0.7562 75.62%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9954 99.54%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.97% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.58% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.08% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.94% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.85% 82.69%
CHEMBL2581 P07339 Cathepsin D 90.81% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.89% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.29% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.58% 95.71%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 86.16% 80.96%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.76% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.61% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.71% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.58% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.75% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.68% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 81.20% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.96% 99.23%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 80.89% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.20% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 44575492
LOTUS LTS0160368
wikiData Q105176098